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高等学校化学研究 ›› 2012, Vol. 28 ›› Issue (4): 652-655.

• Articles • 上一篇    下一篇

Synthesis of Polysubstituted 1,4-Dihydropyridines via Four-component Reactions of Arylamine, Acetylenedicarboxylate, Aromatic Aldehyde and Ethyl Acetoacetate

WU Ping1, XIA Er-yan2, SUN Jing2, YAN Chao-guo 2   

  1. 1. Department of Biochemical Engineering, Yangzhou Polytechnic University, Yangzhou 225000, P. R. China;
    2. College of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225002, P. R. China
  • 收稿日期:2011-08-17 修回日期:2011-11-09 出版日期:2012-07-25 发布日期:2012-07-25
  • 通讯作者: YAN Chao-guo E-mail:cgyan@yzu.edu.cn
  • 基金资助:

    Supported by the National Natural Science Foundation of China(No.20972132) and the Fund of Key Laboratory of Environmental Resource and Material, Jiangsu Province, China.

Synthesis of Polysubstituted 1,4-Dihydropyridines via Four-component Reactions of Arylamine, Acetylenedicarboxylate, Aromatic Aldehyde and Ethyl Acetoacetate

WU Ping1, XIA Er-yan2, SUN Jing2, YAN Chao-guo 2   

  1. 1. Department of Biochemical Engineering, Yangzhou Polytechnic University, Yangzhou 225000, P. R. China;
    2. College of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225002, P. R. China
  • Received:2011-08-17 Revised:2011-11-09 Online:2012-07-25 Published:2012-07-25
  • Supported by:

    Supported by the National Natural Science Foundation of China(No.20972132) and the Fund of Key Laboratory of Environmental Resource and Material, Jiangsu Province, China.

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摘要： An efficient synthetic protocol for the 1,4-diaryl-1,4-dihydropyridines was developed via the domino four-component reaction of arylamine, acetylenedicarboxylate, aromatic aldehyde and ethyl acetoacetate. The reaction mechanism involves the formation of β-enamino ester and its sequential Michael addition to arylidene acetoacetate.

关键词: 1,4-Dihydropyridine, β-Enamino ester, Domino reaction, Four-component reaction

Abstract: An efficient synthetic protocol for the 1,4-diaryl-1,4-dihydropyridines was developed via the domino four-component reaction of arylamine, acetylenedicarboxylate, aromatic aldehyde and ethyl acetoacetate. The reaction mechanism involves the formation of β-enamino ester and its sequential Michael addition to arylidene acetoacetate.

Key words: 1,4-Dihydropyridine, β-Enamino ester, Domino reaction, Four-component reaction